文献类型：期刊文献

英文题名：Organo-Photoredox Catalyzed gem-Difluoroallylation of Glycine and Glycine Residue in Peptides

作者：Lin, Ruofan[1] Shan, Yujie[1] Li, Yan[1] Wei, Xian[1] Zhang, Yue[1] Lin, Yuqian[1] Gao, Yiman[1] Fang, Weiwei[1] Zhang, Jing-Jing[1] Wu, Ting[2] Cai, Lingchao[1] Chen, Zhen[1]

第一作者：Lin, Ruofan

机构：[1] Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass, Jiangsu Key Lab of Biomass-Based Green Fuels and Chemicals, International Innovation Center for Forest Chemicals and Materials, College of Chemical Engineering, Nanjing Forestry University, Jiangsu, Nanjing, 210037, China; [2] Institute of Chemical Industry of Forest Products, Chinese Academy of Forestry, Key Lab of Biomass Energy and Material, Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resource, Key Lab of Chemical Engineering of Forest Products, National Forestry and Grassland Administration, National Engineering Lab for Biomass Chemical Utilization, Jiangsu, Nanjing, 210042, China

年份：2024

卷号：89

期号：6

起止页码：4056-4066

外文期刊名：Journal of Organic Chemistry

收录：EI(收录号：20241115725720);Scopus(收录号：2-s2.0-85187180375)

语种：英文

外文关键词：Catalysis - Olefins - Peptides

摘要：An organo-photoredox catalyzed gem-difluoroallylation of glycine with α-trifluoromethyl alkenes via direct C(sp3)-H functionalization of glycine and C-F bond activation of α-trifluoromethyl alkenes has been described. As a consequence, a broad range of gem-difluoroalkene-containing unnatural amino acids are afforded in moderate to excellent yields. This reaction exhibits multiple merits such as readily available starting materials, broad substrate scope, and mild reaction conditions. The feasibility of this reaction has been highlighted by the late-stage modification of several peptides as well as the improved in vitro antifungal activity of compound 3v toward Valsa mali compared to that with commercial azoxystrobin. ? 2024 American Chemical Society